Compound ID | 2541

Update compound information

Cephamycin C

Class: Beta-lactam

Spectrum of activity: Gram-negative
Details of activity: Active against Gram-negative rods (similar activity profile to cephalothin and cephaloridine)
Description: Natural product from Streptomyces sp.; chemically stable and non-toxic; cephalosporin-type
Year first mentioned: 1973
Highest developmental phase: Preclinical
Development status: Experimental
Reason Dropped: Lacked breadth of spectrum when compared to cephamycin A
Chemical structure(s):
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Molecular weight: 446.43
Iso. SMILES: CO[C@@]1([C@@H]2N(C1=O)C(=C(CS2)COC(=O)N)C(=O)O)NC(=O)CCC[C@H](C(=O)O)N
InChI Key: LXWBXEWUSAABOA-VXSYNFHWSA-N
Can. SMILES: CO[C@]1(C(=O)N2C(=C(COC(=O)N)CS[C@H]12)C(=O)O)NC(=O)CCC[C@H](C(=O)O)N
InChI: InChI=1S/C16H22N4O9S/c1-28-16(19-9(21)4-2-3-8(17)11(22)23)13(26)20-10(12(24)25)7(5-29-15(18)27)6-30-14(16)20/h8,14H,2-6,17H2,1H3,(H2,18,27)(H,19,21)(H,22,23)(H,24,25)/t8-,14-,16+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/441084
Citations:
  • https://www.jstor.org/stable/4452282?seq=2
  • https://journals.asm.org/doi/10.1128/aac.3.2.254

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